Bed and breakfast vacation rentals in Middlesex County

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Top-rated bed and breakfast rentals in Middlesex County

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Guest favorite

The bedroom features a queen-sized bed with a beige quilt. Natural light enters through two windows adorned with lace curtains. A wooden mirror and bedside tables with lamps complement the space, while a comfortable chair adds to the inviting atmosphere.

Guest suite in Fairfield

4.92 out of 5 average rating, 150 reviews

Suite; 1 Bedroom & Living Area/Xtra Bedrm; Kitchen

Fully accessorized, large (1,255 sq ft) beautiful suburban space consisting of bedroom (queen), an exclusive-use living room/extra bedroom with twin pull-out bed, private full bath; in-unit washer/dryer; exclusive use of kitchen (was the main kitchen of the house); private entrance to space thru side door of the house. Two large-screen TVs. Unit on the ground floor of a 3 story home. Owners on property. Train station about a mile away (NYC: 70 minutes). Easy walk to Fairfield University.

Guest favorite

Private room in New Haven

4.88 out of 5 average rating, 114 reviews

The Cozy Top Floor Room in Yale Neighborhood

Th house is in Yale neighbourhood. Spacious bedroom with shared bath in more than one hundred years old house with a big backyard and front yard off Prospect Street. Off-street Parking. Close to downtown New Haven and Yale campus. 10-25 minutes walk to Yale campus or downtown. 1-min walk to Yale free Shuttle Blue Line. This is a mix of American and Chinese culture family and have a sense of home feeling. Rentals are also available for long staying guests. Weekly and monthly prices are cheaper.

Top guest favorite

A charming exterior view showcases a garden with vibrant green plants and flowering purple blooms. A quaint birdhouse stands nearby, adding color. The light gray house features inviting front steps, decorative planters, and white picket fencing, surrounded by lush trees for a serene outdoor atmosphere.

Guest suite in Mystic

4.89 out of 5 average rating, 83 reviews

Carriage House at 26 Pearl Street

There are 2 seperate suites for rent. These are not connected but both open up to a large, private terrace surrounded by gardens. Relax and enjoy the charms of downtown Mystic. Located on the historic property of Captain William Morgan, an 18th century sea captain, this private Carriage House is situated just a 1/4 block from downtown, in the heart of Mystic, but also quiet & secluded. The larger suite sleeps 3 with a king bed and smaller full size futon. The smaller suite has a king bed.

A young alpaca with soft, curly fur is positioned prominently, showcasing its distinctive features, including large expressive eyes and pointed ears. The background reveals a warm yellow wall and hints of furniture, providing context to its domestic setting.

Home in Lyme

4.9 out of 5 average rating, 92 reviews

Luxurious country guest house

Welcome to this peaceful guest house in the country just two hours from NYC or Boston. Cook in, dine out, hike, go to the beaches, watch the sunset on the CT River, sit by the fire pit in the alpaca field or the adirondack chairs in the orchard, go for a bike ride through the hills of Lyme and across the river to Chester via the ferry... These are some of my favorite things to do here at the farm. Follow us at flatrockfarmct . c o m! For immediate responses, please call/text 212/987/0933.

Guest favorite

The entryway features a staircase with wooden railings, leading to the upper level. Natural light is welcomed through large glass doors, and tile flooring is present for easy maintenance. A couple of chairs and a small table can be seen through the windows, allowing for relaxed outdoor views.

Cottage in Lyme

5 out of 5 average rating, 18 reviews

Bucolic Farm On A Country Road

Lovely private 1 bedroom apartment with shared entry. Located in bucolic Lyme Ct. which has nearby beaches, tourist attractions, nature parks, small town living, hiking etc. Sparkling clean! Fully equipped kitchen, dining and living spaces incl laundry. Enjoy the outdoor sitting area with sounds of nature and wildlife. Comfortable furnishings, include a sleeper sofa for an extra guest or 2! Private and peaceful yet close to shopping, dining, area attractions and nature pursuits.

Guest favorite

A landscaped garden features vibrant flowers in various colors, surrounded by green shrubbery. A stone pathway leads through the garden, with comfortable seating areas visible in the background. The space is shaded by trees, creating a serene outdoor atmosphere.

Private room in New Milford

4.9 out of 5 average rating, 289 reviews

"The Parsonage" 1 or 2 Bdrm Suite with full bath

A completely renovated farmhouse ( formally a parsonage) built in 1890. Beautifully landscaped gardens and sitting areas located in the backyard. Backyard amenities include a patio, fire pit, hammock and picnic table. Check in through front door ( shared by owner) to stairs leading to second floor to guest quarters, which include a Master BR, living room/dry kitchenette with mini fridge and large full bath. A 2nd bedroom is available at an additional cost of $30.00 per guest,per night.

Guest favorite

A serene pond is surrounded by lush greenery and charming stone pathways. A gentle fountain adds a soothing sound, while a lantern stands nearby, providing soft lighting. The area is well-maintained, creating a peaceful outdoor retreat.

Private room in New Haven

4.82 out of 5 average rating, 207 reviews

Amadeus "English Garden Studio"

Totally private! This is a ground level studio, totally self contained. Off street parking close to door We have a common entrance as well as a “Private Entrance “, W/ Keypad ,steps free Visiting Yale , SOM, Peabody , Arts and Sciences,. Cathedral ceilings, skylights, French doors A large table with two arm chairs Queen size bed, loveseat, dresser,lg closet Private Bath ,W/ double shower kitchenette w/ kurgic coffee maker Great Wi. laundry room in main house Terrace & pond

Guest favorite

A view into a welcoming room, featuring a dark-hued framed black-and-white photograph of Paris. A simple chair sits in the foreground, complemented by warm wood flooring and a patterned rug. Light enters from an adjoining room, enhancing the inviting ambiance.

Private room in Hamden

4.87 out of 5 average rating, 317 reviews

Location & Charm! minutes to Yale/New Haven/QU

Great location with old world charm and amenities galore! We are right off Pkwy, 10 min from I-91/95 and 8 minutes from New Haven,Yale, QU. Free parking in the quiet,desirable Whitneyville . Guest manual in each room. Walk to best Irish pub, stores,trail and park. Offer 2 lovely BRs (separate listings) each beautifully decorated with queen beds, cable TV, wifi on private guest floor: guests share bath w/jacuzzi, and lounge w/fridge and microwave. Includes continental breakfast.

Guest favorite

Private room in Tolland

4.94 out of 5 average rating, 148 reviews

Hot Tub Suite on Historic Town Green 7 ml to UCONN

Welcome to The Old Tolland Inn Hot-tub Suite! This gorgeous queen bedroom is offered with its own ensuite bath, complete with 2-person hot tub! The home is circa 1700s and is a registered Historic Property. It previously operated as a Bed & Breakfast for over 25 years. Private entry, private outdoor sitting area for morning coffee overlooking the Historic Tolland Green. Convenient to I-84 and UCONN. Great location for Brimfield, Old Sturbridge Village, and Hartford.

Top guest favorite

A tranquil lake scene is captured at dusk, featuring calm waters reflecting a bright full moon. A boat is moored at a dock, with trees lining the shore in the distance, creating a peaceful atmosphere.

Private room in Coventry

4.99 out of 5 average rating, 196 reviews

Jan's Phoenix Nest Lakefront B&B

15 minutes from the University of Connecticut on pristine Coventry Lake. Our B&B has all modern amenities. We offer a second floor bedroom and a private bath in our recently built home. Also a private sitting room and balcony overlooking the lake. Come and enjoy beautiful Coventry Lake and delicious breakfasts each morning. Food allergies? No worries, we are happy to provide wonderful gluten, egg, and/or dairy-free breakfasts. Hosted by Jan & Tom.

Top guest favorite

The charming stone cottage features a vibrant blue door and flower boxes filled with colorful plants. Lush greenery surrounds the entrance, and original brick walkways lead to the home. Sunlight filters through the trees, creating a welcoming atmosphere outside.

Guesthouse in Granby

4.99 out of 5 average rating, 821 reviews

Windy Top Cottage ~ A Romantic "European" Getaway

The Windy Top Cottage is an old stone building constructed in 1932 by H. L. Bitter, a wealthy Hartford businessman. This area of Granby was a favorite of the Hartford elite for a place to 'summer' in the early part of the 20th Century. The cottage was the quarters for the domestic staff while the family was in North Granby. With an elevation of 970, we offer clean, fresh country air!

Guest favorite

A serene exterior view showcases a charming blue house surrounded by lush greenery and colorful flowers. The entrance is highlighted by a stone pathway leading to a door, with decorative plants and a tree framing the space. Large windows allow natural light to enhance the inviting atmosphere.

Apartment in Westerly

4.93 out of 5 average rating, 27 reviews

Guest Suite Garden & Retreat

Beautiful, peaceful, 750 sqft; located between downtown Westerly & beaches. Quiet and surrounded by acre+ gardens at the end of the road. No cars or people passing. It has everything you need: patio, garden, queen size bed; new mattress, beautiful cotton bedding, kitchenette (air fryer, microwave, toaster, outdoor, grill, fridge-but no stove/oven), TV, WIFI, parking, and more.